Cas no 1184918-22-6 (2-Bromo-3-fluorobenzyl Bromide)

2-Bromo-3-fluorobenzyl bromide is a halogenated aromatic compound commonly used as an intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. Its key advantages include high reactivity due to the presence of both bromine and fluorine substituents, enabling selective functionalization in cross-coupling reactions or nucleophilic substitutions. The benzyl bromide moiety enhances versatility in alkylation or substitution reactions. The fluorine atom contributes to electronic modulation, influencing the compound's binding affinity in bioactive molecules. This reagent is valued for its stability under controlled conditions and precise reactivity, making it suitable for constructing complex molecular frameworks. Proper handling is required due to its lachrymatory and moisture-sensitive nature.
2-Bromo-3-fluorobenzyl Bromide structure
1184918-22-6 structure
Product Name:2-Bromo-3-fluorobenzyl Bromide
CAS No:1184918-22-6
MF:C7H5Br2F
MW:267.921004056931
MDL:MFCD12911576
CID:1005673
PubChem ID:44181799
Update Time:2025-05-20

2-Bromo-3-fluorobenzyl Bromide Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-1-(bromomethyl)-3-fluorobenzene
    • 2-Bromo-3-fluorobenzyl bromide
    • C7H5Br2F
    • 2-bromo-3-(bromomethyl)-1-fluorobenzene
    • 2-Bromo-3-fluorobenzylbromide
    • ZJSRIMJDFLFPJI-UHFFFAOYSA-N
    • SBB070911
    • 3000AA
    • YF10113
    • CM13275
    • AS05944
    • AM62187
    • BC250315
    • (2-bromo-1-(bromomethyl)-3-fluorobenzene
    • AB0070689
    • 2-Bromo-1-(bromomethyl)-3-fluorobenzene, AldrichCPR
    • DTXSID70657707
    • DB-093649
    • 2-bromo-3-fluorobenzyl bromide;2-bromo-1-(bromomethyl)-3-fluorobenzene;
    • EN300-113320
    • 1184918-22-6
    • DS-14264
    • MFCD12911576
    • 2-bromo-1-(bromomethyl)-3-fluoro-benzene
    • AKOS015889426
    • SCHEMBL286672
    • SY108198
    • 2-Bromo-3-fluorobenzyl Bromide
    • MDL: MFCD12911576
    • Inchi: 1S/C7H5Br2F/c8-4-5-2-1-3-6(10)7(5)9/h1-3H,4H2
    • InChI Key: ZJSRIMJDFLFPJI-UHFFFAOYSA-N
    • SMILES: BrC1C(=CC=CC=1CBr)F

Computed Properties

  • Exact Mass: 265.87400
  • Monoisotopic Mass: 265.874
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 108
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 0
  • XLogP3: 3.3

Experimental Properties

  • Density: 1.923±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 246.8±25.0 oC (760 Torr),
  • Flash Point: 103.0±23.2 oC,
  • Solubility: Almost insoluble (0.059 g/l) (25 o C),
  • Water Partition Coefficient: Slightly soluble in water.
  • PSA: 0.00000
  • LogP: 3.48310

2-Bromo-3-fluorobenzyl Bromide Security Information

  • HazardClass:8

2-Bromo-3-fluorobenzyl Bromide Pricemore >>

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Additional information on 2-Bromo-3-fluorobenzyl Bromide

2-Bromo-3-fluorobenzyl Bromide: A Comprehensive Overview

2-Bromo-3-fluorobenzyl Bromide (CAS No. 1184918-22-6) is a highly specialized organic compound with significant applications in various fields of chemistry, particularly in the synthesis of complex molecules and intermediates for pharmaceuticals and agrochemicals. This compound is characterized by its unique structure, which combines a bromine atom at the ortho position and a fluorine atom at the meta position on the benzene ring, along with a bromomethyl group attached to the benzene ring. The combination of these substituents imparts distinctive electronic and steric properties to the molecule, making it a valuable building block in organic synthesis.

The synthesis of 2-Bromo-3-fluorobenzyl Bromide involves multi-step processes that typically begin with the bromination of an aromatic ring followed by fluorination and subsequent alkylation or acylation steps. Recent advancements in catalytic methods and selective substitution reactions have enabled chemists to achieve higher yields and better purity levels in the production of this compound. For instance, studies published in *Journal of Organic Chemistry* have demonstrated the use of palladium-catalyzed cross-coupling reactions to efficiently synthesize brominated aromatic compounds with high regioselectivity.

One of the most notable applications of 2-Bromo-3-fluorobenzyl Bromide is in the field of medicinal chemistry, where it serves as an intermediate in the synthesis of bioactive compounds. The presence of both bromine and fluorine substituents allows for fine-tuning of the molecule's pharmacokinetic properties, such as absorption, distribution, metabolism, and excretion (ADME). Researchers have utilized this compound to develop potential leads for treating various diseases, including cancer and neurodegenerative disorders.

In addition to its role in drug discovery, 2-Bromo-3-fluorobenzyl Bromide has found utility in materials science, particularly in the development of advanced polymers and coatings. The bromomethyl group can undergo polymerization under specific conditions, leading to materials with enhanced mechanical and thermal properties. Recent studies in *Macromolecules* have highlighted the potential of this compound as a precursor for high-performance polymeric materials used in aerospace and electronics industries.

The chemical stability of 2-Bromo-3-fluorobenzyl Bromide is another critical aspect that makes it suitable for various applications. Under normal storage conditions, the compound remains stable; however, it can undergo decomposition under harsh conditions such as high temperatures or prolonged exposure to light. Understanding these stability parameters is crucial for ensuring safe handling and storage practices.

From an environmental perspective, brominated aromatic compounds like 2-Bromo-3-fluorobenzyl Bromide are subject to stringent regulations due to their potential persistence in ecosystems. Recent research has focused on developing eco-friendly synthesis methods and degradation pathways to minimize their environmental impact. For example, biodegradation studies published in *Environmental Science & Technology* have explored microbial degradation mechanisms for similar compounds.

In conclusion, 2-Bromo-3-fluorobenzyl Bromide (CAS No. 1184918-22-6) stands out as a versatile compound with wide-ranging applications across multiple disciplines. Its unique structure enables its use as an intermediate in drug discovery, materials science, and organic synthesis. As research continues to uncover new synthetic routes and applications for this compound, its role in advancing chemical science is expected to grow significantly.

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